Photoinduced direct 4-pyridination of C(sp3)-H Bonds
Photoinduced direct 4-pyridination of C(sp3)-H Bonds
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DOI：
10.1039/c3sc51080h
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发表时间：
2013-01-01
期刊：
影响因子：
8.4
通讯作者：
Inoue, Masayuki
中科院分区：
文献类型：
--
作者：
Hoshikawa, Tamaki;Inoue, Masayuki
通过使用二苯甲酮和4-氰基吡啶在乙腈水溶液中在光照射条件下实现C(sp(3))-H键中的氢被4-吡啶直接取代。这种简单而温和的4-吡啶化反应以高度化学选择性的方式进行，尤其是在苄基C(sp(3))-H键上，而不影响极性官能团，并且能够在烷基芳族化合物和4-吡啶之间形成分子间位阻键。因此，本方法可作为构建具有 4-吡啶子结构的生物活性和功能性分子的有力工具。
Direct substitution of hydrogen in C(sp(3))-H bonds by 4-pyridine was achieved by employing benzophenone and 4-cyanopyridine in aqueous acetonitrile under photo-irradiating conditions. This simple and mild 4-pyridination proceeds in a highly chemoselective manner especially at benzylic C(sp(3))-H bonds without affecting polar functional groups, and enables intermolecular formation of sterically hindered bonds between alkylaromatics and 4-pyridine. The present methodology thus serves as a powerful tool for construction of biologically active and functional molecules with 4-pyridine substructures.